Phenylmethyl 2-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}-1-piperidinecarboxylate → Phenylmethyl 3-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}1-piperidinecarboxylate

HRID 1044874Notes

Reaction equation

HRID 1044874 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:34][CH3:35])[N:6]2[CH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21]CN1C(OCC1C=CC=CC=1)=O.BrCCC1CCC[N:41]([C:45]([O:47][CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[O:46])[CH2:40]1.FC(F)(F)C(O)=O.C(OC1N=C2C(N=C(OC)N2)=C(N)N=1)CCC>>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:34][CH3:35])[N:6]2[CH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][N:41]([C:45]([O:47][CH2:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[O:46])[CH2:40]1

Participants

4

Reactant 3

HCID 58306137Phenylmethyl 2-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}-1-piperidinecarboxylateHCID 58306150Benzyl 3-(2-bromoethyl)piperidine-1-carboxylateHCID 178450370HCID 178450370, compound

Product 1

HCID 58306107Phenylmethyl 3-{2-[6-amino-2-(butyloxy)-8-(methyloxy)-9H-purin-9-yl]ethyl}1-piperidinecarboxylate

Procedure

Prepared similarly to Intermediate 27 from phenylmethyl 3-(2-bromoethyl)-1-piperidinecarboxylate and 2-(butyloxy)-8-(methyloxy)-9H-purin-6-amine trifluoroacetate.

Sources & evidence

ORD record
ord-48db21ff1c824843bcccd70708e31808
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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